1217849-53-0Relevant articles and documents
Solubilities of 2,4-Dinitro-L-phenylalanine in Monosolvents at (273.15 to 368.15) K
Liu, Jin-Qiang,Qian, Chao,Chen, Xin-Zhi
, p. 5302 - 5304 (2010)
The solubilities of amino acid, 2,4-dinitro-l-phenylalanine in monosolvents water, methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, acetone, ethyl acetate, and 1,2-dichloroethane were measured from (273.15 to 368.15) K at atmospheric pressure using the synthetic method. The solubility was determined by a laser monitoring observation technique. The experimental solubilities were regressed by the modified Apelblat equation with the relative deviation less than 2.5 %.
Transformation of l-phenylalanine to (S)-indoline-2-carboxylic acid without group-protection
Liu, Jin-Qiang,Chen, Xin-Zhi,Ji, Baoming,Zhao, Bang-Tun
, p. 1143 - 1152 (2013)
(S)-Indoline-2-carboxylic acid was synthesized by use of a nitro amination approach with l-phenylalanine as chiral pool. The first step of the synthesis was nitration of l-phenylalanine, with urea nitrate (UN)/H2SO 4 as nitrating reagent, to give 2,4-dinitro-l-phenylalanine in 75.7 % yield in one-pot synthesis and 69.1 % yield by step-wise nitration. Intramolecular nitro amination of 2,4-dinitro-l-phenylalanine gave (S)-6-nitro-indoline-2-carboxylic acid in 65.7 % yield and more than 99.5 % enantiomeric excess (ee). The title compound, (S)-indoline-2-carboxylic acid, was obtained in 85.9 % yield and high ee by one-pot transformation of (S)-6-nitroindoline-2-carboxylic acid. The total synthesis consisted of three operations and gave the title compound in 42 % yield and more than 99.5 % ee.